Head of Sales Operations and Analytics

Dropbox Dropbox · Enterprise · Canada +1 · Commercial (Sub Team)

Lead the Sales Operations and Analytics function at Dropbox, focusing on scaling a data-driven go-to-market engine. This role involves sales planning, forecasting, pipeline management, seller productivity, and business performance analytics, partnering across various departments to improve execution and decision-making.

What you'd actually do

  1. Lead the Sales Operations and Analytics function, including strategy, organizational design, prioritization, and operating rhythms for the team.
  2. Own the sales operating backbone across planning, forecasting support, territory and account planning, pipeline visibility, reporting, and productivity measurement.
  3. Build and evolve the authoritative sales data foundation, including standardized metric definitions, trusted reporting tables, governance, SLAs, and cross-functional alignment.
  4. Partner across Sales, Finance, Strategy, Marketing, Product, Customer Success, and Engineering to design scalable processes, systems, dashboards, and insights that improve execution and decision-making.
  5. Drive automation and workflow improvements across core seller motions including account planning, quoting and approvals, outbound routing, and related revenue workflows.

Skills

Required

  • Sales Operations
  • Revenue Operations
  • Business Operations
  • Analytics
  • Go-to-market leadership
  • People leadership
  • Sales planning
  • Forecasting
  • Pipeline management
  • Performance reporting
  • Operational cadence design
  • B2B GTM
  • Executive stakeholder management
  • Analytical thinking
  • Systems thinking
  • Data governance
  • Reporting foundations
  • Process redesign
  • Workflow automation
  • CRM
  • Forecasting tools
  • Quoting tools
  • Seller productivity workflows
  • Communication skills
  • Executive influence

Nice to have

  • Leading Sales Operations and Analytics under a single organizational umbrella
  • Supporting enterprise or multi-segment sales organizations
  • Modern GTM tooling and data ecosystems
  • CRM
  • Forecasting platforms
  • Engagement platforms
  • Analytics platforms
  • AI-driven signals
  • Predictive insights
  • Automation into go-to-market workflows
  • MBA or other advanced degree

What the JD emphasized

  • 15+ years of experience in sales operations, revenue operations, business operations, analytics, or closely related go-to-market leadership functions.
  • 7+ years of people leadership experience, including leading senior managers and building high-performing, cross-functional teams.
  • Deep experience with sales planning, forecasting, pipeline management, performance reporting, and operational cadence design in a complex B2B go-to-market environment.
  • Proven track record of partnering effectively with executive stakeholders across Sales, Finance, Strategy, Product, and Engineering.
  • Strong analytical and systems thinking, with experience building trusted metrics, data governance practices, and scalable reporting foundations.
  • Experience driving process redesign and workflow automation across CRM, forecasting, quoting, or seller productivity workflows.
  • Excellent communication and executive influence skills, including the ability to turn ambiguous business needs into clear operating plans and measurable outcomes.